Showing Compound O-Methylcorypalline (FDB000439)

Record Information

Version

1.0

Creation date

2010-04-08 22:04:34 UTC

Update date

2020-02-24 19:10:07 UTC

Primary ID

FDB000439

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

O-Methylcorypalline

Description

O-Methylcorypalline belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives. O-Methylcorypalline has been detected, but not quantified in, several different foods, such as robusta coffees (Coffea canephora), sacred lotus (Nelumbo nucifera), herbal tea, black tea, and arabica coffees (Coffea arabica). This could make O-methylcorypalline a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on O-Methylcorypalline.

CAS Number

16620-96-5

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
1,2,3,4-tetrahydro-6,7-Dimethoxy-2-methyl-isoquinoline	HMDB
1,2,3,4-tetrahydro-6,7-Dimethoxy-2-methylisoquinoline	HMDB
6,7-Dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline	HMDB
N-Methyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline	HMDB
N-Methyl-corypalline	HMDB
N-Methylheliamine	HMDB
1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methyl-isoquinoline	HMDB
1,2,3,4-Tetrahydro-6,7-dimethoxy-2-methylisoquinoline	db_source
Isoquinoline, 1,2,3,4-tetrahydro-6,7-dimethoxy-2-methyl-	biospider
N-methyl-corypalline	biospider
O-Methylcorypalline	db_source

Predicted Properties

Property	Value	Source
Water Solubility	2.19 g/L	ALOGPS
logP	1.62	ALOGPS
logP	1.64	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	9.03	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	21.7 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.84 m³·mol⁻¹	ChemAxon
Polarizability	23.69 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C12H17NO2

IUPAC name

6,7-dimethoxy-2-methyl-1,2,3,4-tetrahydroisoquinoline

InChI Identifier

InChI=1S/C12H17NO2/c1-13-5-4-9-6-11(14-2)12(15-3)7-10(9)8-13/h6-7H,4-5,8H2,1-3H3

InChI Key

TXPPKWZEHFNZOE-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC2=C(CN(C)CC2)C=C1OC

Average Molecular Weight

207.2689

Monoisotopic Molecular Weight

207.125928793

Classification

Description

Belongs to the class of organic compounds known as tetrahydroisoquinolines. These are tetrahydrogenated isoquinoline derivatives.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydroisoquinolines

Sub Class

Not Available

Direct Parent

Tetrahydroisoquinolines

Alternative Parents

Substituents

Tetrahydroisoquinoline
Anisole
Alkyl aryl ether
Aralkylamine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Ether
Azacycle
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Organic oxygen compound
Hydrocarbon derivative
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Coffea

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 69.54%; H 8.27%; N 6.76%; O 15.44%	DFC
Melting Point	Mp 82° (hemihydrate)	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	O-Methylcorypalline, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03dl-0900000000-b4d432211319349f29a7	Spectrum
Predicted GC-MS	O-Methylcorypalline, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0190000000-171ab090ca973690a410	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a6r-0970000000-efdcfc74892936d31056	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03xs-1900000000-56470198625a69ad6960	2016-08-02	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-9e2a519254d5704daf93	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0690000000-57be70baea307d297332	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-02gp-2900000000-1e46ee2d2a2cd028562c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0090000000-586eefe65c204f047eb8	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0390000000-929fc04b332fc355d1cf	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0nc0-2900000000-a81b1ebba5f0135227aa	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0090000000-bc1578d935014f0ac50f	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0790000000-39bba88db5a3debe87ec	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-01x0-1900000000-55fef35a2e71d158699a	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

25766

ChEMBL ID

CHEMBL1196025

KEGG Compound ID

Not Available

Pubchem Compound ID

27694

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB29370

CRC / DFC (Dictionary of Food Compounds) ID

BCC11-K:BCC68-G

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00027451

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.

Showing Compound O-Methylcorypalline (FDB000439)

Structure for FDB000439 (O-Methylcorypalline)